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Compare 29 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Saba Arawak Hotel

3.0 star property
8.4 out of 10, Very good, (60)
"Staff could be more friendly, but overall good"
The price is CA $160
CA $188 total
includes taxes & fees
Aug 13 - Aug 14
Saba Arawak Hotel

Quill Gardens Boutique Hotel

4.0 star property
9.6 out of 10, Exceptional, (21)
"Lovely place and surroundings, big room, good service"
The price is CA $221
CA $236 total
includes taxes & fees
Aug 14 - Aug 15
Quill Gardens Boutique Hotel

Palm Spring Inn

3.0 star property
8.6 out of 10, Excellent, (14)
"Great place lovely staff"
The price is CA $158
CA $176 total
includes taxes & fees
Aug 13 - Aug 14
Palm Spring Inn

Talk of the Town Inn & Suites

3.0 star property
9.0 out of 10, Wonderful, (10)
"Great location, nice people, clean."
The price is CA $149
CA $160 total
includes taxes & fees
Aug 13 - Aug 14
Talk of the Town Inn & Suites

The Old Gin House

3.0 star property
8.2 out of 10, Very good, (51)
"hotel is close to town, at the ocean/beach, walkable and had good access to some nice options for lunch and diner, at hotel and nearby"
The price is CA $253
CA $271 total
includes taxes & fees
Aug 18 - Aug 19
The Old Gin House

Barrel House St. Eustatius

3.0 star property
8.0 out of 10, Very good, (1)
"Ce n’est pas un hôtel, comme indiqué sur Expédia : pas de réception, pas de piscine, mais une simple maison. La propriétaire a « manqué notre réservation » : donc logement pas préparé à notre arrivée. Puis elle parle de vérifier si nous avons réservé la formule avec petit déjeuner, alors qu’Expedia affiche que le petit déjeuner est compris… A noter aussi que la terrasse devant la maison ( côté mer) est celle du restaurant voisin."
The price is CA $301
CA $323 total
includes taxes & fees
Aug 13 - Aug 14
Barrel House St. Eustatius
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Learn more about Windward Side

Experience the hiking, jungle, and diving in Windward Side!

Photo by Meghan Watters
Open Photo by Meghan Watters

Find out more about Windward Side

Find out more about Windward Side

Top reasons to visit Windward Side

  • Stunning Scenery: Windward Side features breathtaking views of the Windward Shores and Windward Coast, perfect for relaxation.
  • Rich Cultural Experiences: Immerse yourself in the local history and vibrant culture through museums and art galleries.
  • Outdoor Adventures: Ideal for outdoor enthusiasts, offering numerous activities amidst beautiful landscapes.
  • Diverse Accommodation: Enjoy a range of comfortable stays, from 3 to 3.5-star hotels to charming guesthouses.
  • Romantic Atmosphere: Experience the enchanting vibe of the area, especially around the scenic Windward Passage.

Find great hotels in Windward Side

In Windward Side, you'll discover a variety of comfortable hotel accommodations ranging from 3 to 3.5 stars, including both hotels and guesthouses. Whether you're seeking a business-friendly environment, an adventurous getaway, or pet-friendly options, this charming destination has something for everyone. Explore the hospitality of Windward Islands with numerous choices that cater to your vacation needs, making your stay both enjoyable and memorable.

  • Saba Arawak Hotel: Nestled in the heart of Windward Side, Saba Arawak Hotel offers a unique blend of adventure and business amenities, making it an ideal choice for both thrill-seekers and corporate travellers. This 3-star establishment features a variety of adventure sports activities, including nearby hiking, cave exploring, sailing, fishing, and snorkeling. Guests can unwind in comfortable accommodations while enjoying the convenience of business services offered on-site. The hotel's commitment to providing an adventurous yet professional atmosphere makes it a standout choice for diverse vacationers.
  • El Momo Cottages: For those seeking a more homey retreat, El Momo Cottages presents a charming guesthouse experience in Windward Side. This property is particularly welcoming to pet owners, as it allows pets on-site with a free pet policy. The inviting atmosphere and pet-friendly amenities ensure that you and your furry companions can enjoy a relaxing stay. With its quaint design and community feel, El Momo Cottages is perfect for travellers who appreciate nature and wish to explore the beautiful surroundings of Saba with their pets.
  • The Cottage Club Hotel: Offering a touch of luxury with its 3.5-star rating, The Cottage Club Hotel is an excellent choice for those seeking both comfort and entertainment. Situated in Windward Side, this hotel features modern amenities such as digital television for guests to enjoy. Visitors can relish the scenic views of the village and partake in various nearby activities. The Cottage Club Hotel seamlessly combines a cozy atmosphere with engaging entertainment options, making it a delightful base for exploring the wonders of Saba.

Where to stay in Windward Side

Windward Side, nestled in the picturesque Saba, offers an unforgettable vacation experience perfect for beach lovers and outdoor enthusiasts. Explore the stunning Windward Shores and the breathtaking Windward Coast, where relaxation and scenic views abound. Just a stone's throw away from the vibrant Windward Passage, visitors can immerse themselves in the area's rich history and romantic atmosphere. Whether seeking luxury or tranquility, Windward Side and its surrounding gems promise a memorable getaway.

  • Oranjestad: Located 30.6km from Windward Side, Oranjestad is a vibrant city that offers a delightful mix of outdoor activities and stunning beach scenery. This popular destination sees a seasonal influx of visitors, particularly from November to January. In Oranjestad, you can enjoy golf at local courses, relax at resorts, and explore nearby attractions like the history museum and picturesque beaches. The city's bay serves as a beautiful backdrop for various water sports, making it a perfect spot for both adventure and relaxation.
  • The Bottom: Just 1.6km away from Windward Side, The Bottom is a charming city that immerses visitors in local culture and outdoor experiences. It attracts travellers especially in January, April, and September. Here, you can partake in hiking adventures and enjoy golfing amidst breathtaking landscapes. The Bottom is home to a rich history, showcased in its museums, while its beaches and nearby mountains offer stunning vistas for nature enthusiasts. This city is a wonderful place to experience the heart of Saba's island life.
  • Upper Zion's Hill: Nestled within the area of Windward Side, Upper Zion's Hill is a quaint village known for its beautiful beaches, including a nudist beach that attracts those seeking a unique sunbathing experience. The village sees a moderate number of visitors throughout the year, with peaks in the winter months. Upper Zion's Hill is ideal for those looking to unwind by the sea and enjoy a more laid-back atmosphere while still being close to the vibrant activities of Windward Side. The tranquil charm of this village is perfect for relaxation and beach enjoyment.

Things to do in Windward Side

Windward Side is an ideal destination for beach lovers and outdoor enthusiasts, offering stunning scenery and a range of activities. Visitors can enjoy hiking through scenic trails, diving, and scuba diving in crystal-clear waters. It's also a popular spot for windsurfing and day trips to explore the beautiful surroundings. This charming location promises a memorable vacation experience for all adventure seekers.

Booking tips and Expedia advantages for Windward Side

When visiting Windward Side, you can save money by taking advantage of free activities like Well's Bay Beach. The best time to visit for lower prices is from May to June and October, while booking your hotel about a month in advance can secure better deals. Look for last-minute offers on Expedia, especially on Mondays, the cheapest day to stay. Consider bundling your hotel, flights, and activities for added savings. Use Expedia’s tools to filter by budget and eco-friendly options for sustainable stays, ensuring you find great deals on accommodations.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Windward Side are May to June and October, where the prices are slightly lower. This is in comparison to February and November to December, where prices are slightly higher.
  • The best time to book a hotel: Book your hotel in Windward Side about 1 month out to secure some of the cheapest prices. If you're the spontaneous type, Expedia's last minute deals and discounts are indicated via the green label below the price.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Windward Side is Monday. The most expensive day to stay in Windward Side is Saturday.
  • Find cheap hotels on Expedia: Expedia’s search tool enables you to specify your budget, desired location, and additional preferences. You can arrange your results by price, starting with the most affordable hotels, allowing you to easily find the best deals. Additionally, you have the option to narrow down your choices by hotel type; for instance, selecting the "Eco-certified" filter will highlight sustainable and environmentally-friendly accommodations that you can book.
  • Consider bundling your trip: You can save money by combining your Windward Side hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in Windward Side

Windward Side offers a fantastic vacation experience for beach lovers and outdoor enthusiasts alike, showcasing stunning scenery and rich culture. Explore local attractions such as history museums, mountains, and art galleries that cater to adventurers seeking unique experiences. Whether you're interested in the vibrant local culture or the breathtaking landscapes of the Windward Islands, you're sure to find plenty of activities to enjoy during your stay.

  • Dutch Museum of Saba: Immerse yourself in the rich history and culture of Saba at the Dutch Museum. This local gem showcases artifacts and exhibits that reflect the island's unique heritage, making it a perfect stop for culture enthusiasts.
  • Mt Scenery: Experience adventure and breathtaking views at Mt Scenery, located a mere 1.1km from Windward Side. The hike to the summit offers stunning panoramas and a chance to connect with nature, ideal for outdoor lovers.
  • Jo Bean Glass Art Studio: Visit Jo Bean Glass Art Studio to witness the intricate craftsmanship of glass art. This gallery not only exhibits stunning pieces but also provides insight into the artistic process, enriching your cultural experience.

Best time to go to Windward Side

The best time to visit Windward Side can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Windward Side falls in September, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature in Windward Side falls in March, visitor numbers are high and weather is mostly sunny with no rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January78.4°F (25.8°C)No Rain (Dry)Mostly SunnyAverageAverage
February77.9°F (25.5°C)No Rain (Dry)Mostly SunnyAverageSlightly High
March77.7°F (25.4°C)No Rain (Dry)Mostly SunnyHighAverage
April78.8°F (26.0°C)No Rain (Dry)Mostly SunnyHighAverage
May80.2°F (26.8°C)Light RainMostly CloudyHighSlightly Low
June81.5°F (27.5°C)Light RainMostly SunnyAverageSlightly Low
July82.0°F (27.8°C)Light RainMostly SunnyAverageAverage
August82.6°F (28.1°C)Light RainMostly SunnyAverageAverage
September82.9°F (28.3°C)Light RainMostly SunnyAverageAverage
October82.6°F (28.1°C)Light RainMostly CloudyLowSlightly Low
November81.3°F (27.4°C)Light RainMostly CloudyLowSlightly High
December79.7°F (26.5°C)Light RainMostly SunnyLowSlightly High

The nearest major airports for your trip to Windward Side

To reach Windward Side, you can fly into Saba's Juancho E. Yrausquin Airport (SAB), located 1.6km away. Nearby hotel options include the 3.5-star Cottage Club Hotel and the 3-star Saba Arawak Hotel, both 1.6km from the airport. Alternatively, you can fly into F.D. Roosevelt Airport (EUX) in Oranjestad, 30.6km away. Recommended accommodations include the 4-star Golden Rock Dive And Nature Resort, 3.2km from the airport, and the 4-star Quill Gardens Boutique Hotel, 1.3km away. Many hotels offer convenient transportation services to and from both airports, ensuring a smooth travel experience.

Frequently asked questions

Where is the best place for a stay in Windward Side?

Based on our traveler data, Saba Arawak Hotel is one of the top choices for your stay. This hotel offers a restaurant and an outdoor pool. Other good options for your trip include El Momo Cottages and The Cottage Club Hotel. See all available top hotels, or vacation rentals in Windward Side.

What are some of the best vacation rentals in Windward Side?

Beautiful Traditional Saba Cottage With all the Modern Amenities: Visitors give good reviews to this Windward Side vacation home rental, which is located in the mountains and offers a barbecue grill, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities like a stovetop and a microwave can make your vacation run smoothly. Another good choice for your trip to Windward Side is Home a way from home in the Unspoiled queen of the Caribbean.. See all vacation rentals in Windward Side.

If I need to cancel my hotel reservation in Windward Side, will I receive a refund?

Yes, you'll find most hotel bookings are refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If your reservation is non-refundable, it might still be possible to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Windward Side.

Where can I learn more about changing or cancelling my trip to Windward Side?

For more information about rescheduling or cancelling your trip to Windward Side, go to https://www.expedia.com/service/.

What's the best hotel for a family trip to Windward Side?

El Momo Cottages is a guesthouse with an outdoor pool and a restaurant, and it's a top choice on Expedia for families. Find more child-friendly accommodations in Windward Side.

What's the best accommodation for a romantic vacation to Windward Side?

El Momo Cottages is a favorite guesthouse for couples, and features free WiFi and a garden. See all romantic hotels in Windward Side.

What's the best pet-friendly place to stay in Windward Side?

El Momo Cottages is a top guesthouse for people traveling with their pets, and offers a restaurant and free WiFi for its human guests. See more pet-friendly hotel accommodations in Windward Side.

What's the best hotel to stay near Dutch Museum of Saba?

Adjacent to Dutch Museum of Saba, Selera Dunia Boutique Hotel is one of the top choices for your stay based on our traveler data, and this 3-star B&B offers free breakfast and free parking. Other good options close by include El Momo Cottages and The Cottage Club Hotel.

What's the best hotel for a beach vacation in Windward Side?

Scout's Place Hotel is a top hotel with free continental breakfast and free WiFi, and it's located close to Cove Bay Beach. Other good options to stay near the beach include Juliana's Hotel and El Momo Cottages. See more stays near the beach in Windward Side.

What's the best boutique hotel in Windward Side?

Selera Dunia Boutique Hotel is a favorite 3-star B&B with our travelers looking for a stylish accommodation, featuring 2 guestrooms, free breakfast, and free parking.

What are some hotels with pools in Windward Side?

Saba Arawak Hotel: Features complimentary wired internet access, an outdoor pool, and free self parking. Another option with an onsite pool is El Momo Cottages. View all hotels with pools in Windward Side.

What's the best place to stay near Juancho E. Yrausquin Airport (SAB)?

El Momo Cottages is a popular guesthouse, featuring a restaurant and an outdoor pool. It's located a short 1.4 mi (2.2 km) from Juancho E. Yrausquin Airport. Other options close to the airport are Selera Dunia Boutique Hotel and Scout's Place Hotel.

What's it like to stay in Windward Side?

Visitors can enjoy all that Windward Side has to offer including the seaside and mountain views. This city also attracts tourists with its scenic landscape. In Windward Side, there are 12 hotels and other accommodations to choose from. Find out more about Windward Side.

What should I see while I'm in Windward Side?

Cultural venues include Saba Heritage Center, Dutch Museum of Saba, and Harry L Johnson Museum. A couple of additional sights to add to your agenda are Mt Scenery and Jo Bean Glass Art Studio. Check out what more to see and do in Expedia's Windward Side guide.

What's the seasonal weather like in Windward Side?

The hottest months are usually September and October with an average temp of 83°F, while the coldest months are February and March with an average of 78°F. Average annual precipitation for Windward Side is 36 inches.